Vacation rentals in Oyster Bay

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Top-rated vacation rentals in Oyster Bay

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Top guest favorite
A serene waterfront scene captures several boats anchored in calm waters, with a backdrop of trees showcasing autumn foliage. Vintage and modern homes are visible along the shore, creating a picturesque town ambiance along the shoreline.
Home in Cold Spring Harbor
4.98 out of 5 average rating, 132 reviews

Captain’s Cottage Water Views -3 Bdrm

Enjoy this this light and airy home with spectacular sunset & water views. 5 minute drive to private beach. Oversized deck and 2 porches all with water views. Located in idyllic, historic Cold Spring Harbor. Explore the green belt with access from rear yard. Walk to shopping, restaurants, live music, fishing or picnic in the local park. Sip a glass wine & enjoy the beautiful sunsets from the expansive deck with firepit. Upstairs loft bedroom has a fireplace & private deck w/ water view.

Top guest favorite
A studio space features a spacious bed dressed in neutral linens, complemented by contemporary furniture. A kitchenette with sleek dark cabinets is visible, along with a dining table and chairs. Soft lighting creates a warm ambiance, with modern decor enhancing the cozy layout.
Apartment in Huntington
4.96 out of 5 average rating, 322 reviews

Historic Huntington Village Private Retreat

50 min from NYC on LIRR to Huntington. Less than one mile from the train station and an easy walk to Huntington village in an historic, vibrant, relaxed and unique neighborhood. Plenty to do in the area with many parks and beaches and a great place to enjoy nature. It is a short walk (a half mile) to Huntington village where there are many great restaurants, bars, and shops, plus the Paramount Theater. This stylish comfortable place is clean, cozy and quiet. Sorry, no pets allowed, dander-free!

Guest favorite
A bright and airy studio space features a canopy-covered bed draped with sheer fabric. An ornate mirror and a small table with decorative items enhance the room's charm. Natural light fills the area through large windows, complemented by a cozy seating option.
Guest suite in Bayville
4.93 out of 5 average rating, 590 reviews

Romantic, Cozy and Private, 1 Block from Beach

Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...

Superhost
A cozy seating area features two light-colored armchairs with wooden frames. A potted plant adds a touch of greenery, and a small plate of snacks rests on a side table. Soft light emanates from a stylish floor lamp, enhancing the inviting atmosphere.
Apartment in Huntington Station
4.92 out of 5 average rating, 215 reviews

Lovely brand new apt 2 min away from train station

Have a fun getaway at this stylish beautiful place. In a brand new home, super fast wifi for remote work for business travelers or family. Walking distance from train station and 5 minutes away from Huntington Historic Village or take a 45 min train ride to NYC. Enjoy all the local restaurants, shops, bars and Paramount theater. Do you want to take a flight around NYC on a private plane? Ask host for more details. Central AC/Heat 1GB wifi speed

Top guest favorite
A comfortable living area is furnished with a striped sofa and a large bean bag chair. A round coffee table occupies the center, surrounded by a soft area rug. Natural light enters through a small window, and decorative accents include a mirror and potted plants.
Apartment in Huntington Station
4.86 out of 5 average rating, 148 reviews

The Little Space on Buffet Place

It's a cozy place in which to stay for a work trip or a getaway. The space is accessible via a private entrance. The kitchen is equipped for most cooking needs and the TV has a Roku and an Xbox 360. Guests can use the patio where there is a bench swing, fire pit, and table and chairs for a meal outdoors. The owners live in the house above with their toddlers. You will hear footsteps of the people above and the toddlers playing.

Superhost
A wooden dock extends into the water, lined with boats gently bobbing on the surface. Lush green hills rise in the background, while a clear blue sky with scattered clouds frames the scene. People are gathered along the dock, enjoying the views.
Apartment in Northport
4.84 out of 5 average rating, 220 reviews

Harbor Studio - Across from historic Northport doc

Across the street from historic Northport dock and the beautiful town park, this downtown studio is walking distance to everything. Drive or boat in to town and have a lovely convenient place to stay close to everything. Dining, shopping, the park, and the Famous Engleman theater. The studio has a private entrance, full kitchen, and bath with shower and tub. Enjoy a night, weekend, or whole week in historic Northport Village.

Top guest favorite
A well-appointed kitchen features wooden cabinetry and modern appliances. A round dining table is set for two, complemented by a vibrant plant centerpiece. The space is illuminated with soft lighting, enhancing the inviting atmosphere while maintaining ample counter space.
Apartment in Harrison
4.96 out of 5 average rating, 320 reviews

Luxury Private Apartment - Walk to Train for NYC!

Luxury Large Private One Bedroom Apartment. With private walkway and entrance. Full Kitchen with New Appliances. King size Bed with Move Projector and Screen. Large couch with Desk in Living room. Updated Bathroom with Bathtub. Walking Distance to Harrison Train Station - Harrison Metro North Train Station access to New York City or Greenwich / Stamford CT. To Grand Central Station. Walking Access to local Parks.

Superhost
The living room area features two sofas, one in dark leather and the other in light upholstery, arranged around a central coffee table with a wooden surface. A lamp stands next to the seating, and natural light enters through large windows.
Apartment in Oyster Bay
4.79 out of 5 average rating, 272 reviews

Spacious Apartment Rental in Heart of Oyster Bay

Full 2nd-floor apartment rental in a legal 2-family home in the heart of Oyster Bay. 3 bedrooms, large living room & nice fully equipped kitchen. Wifi & cable A brief walk down into town. Walk to LIRR to NYC and JFK air-train. Short drive to Sagamore Hill, Planting Fields, Cold Spring Harbor & Huntington Village Good proximity to NYC or points east. Having a vehicle is highly recommended.

Guest favorite
A bright sleeping area features a spacious bed with light bedding, positioned beneath a vaulted ceiling. Floor-to-ceiling windows provide views of the woods, while a small desk and chair are set against one wall for workspace. A television is mounted for entertainment.
Guesthouse in Greenwich
4.95 out of 5 average rating, 108 reviews

The Cottage in Greenwich

Brand new, light-filled private cottage guesthouse overlooking the woods in the heart of Greenwich, CT. Floor to ceiling windows, radiant heat bathroom floors, queen Casper mattress, a dedicated parking spot, Wi-Fi, TV, kitchenette with full fridge, Keurig coffee maker, microwave, toaster and induction stovetop and all utensils. Perfect for a weekend getaway or a quiet place to work.

Top guest favorite
A cozy studio space features a spacious king bed with floral-patterned bedding. A kitchenette and dining table are visible, along with a microwave and refrigerator. A small lamp and a teddy bear add to the homey touch. A wall clock and framed sunset photo enhance the ambiance.
Apartment in Huntington Station
4.9 out of 5 average rating, 128 reviews

Clean Cozy Studio with Private Entrance.

Comfortable Safe Studio With Private Keypad Entrance in Huntington Area. Premium CABLE TV and All Amenities described are Included. There is Keurig coffee maker with cream and sugar so you can enjoy it. Cozy studio also has a toaster, microwave, refrigerator, own bathroom and small kitchenette that you can enjoy your own meals. You have a comfy King size Bed.

Guest favorite
A modern studio space features a large white bed with a tufted headboard, complemented by dark cabinetry and wood flooring. A comfortable seating area and a stylish coffee table are visible, alongside shelves displaying books and decorative items. Natural light enters through large windows.
Guest suite in Huntington Station
4.97 out of 5 average rating, 358 reviews

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

Welcome to the perfect private space to unwind. This modern studio is fully equipped with all of the conveniences you’ll need for a great stay - plus little touches that make it feel special. The Secret Hideaway is a comfortable retreat where you can recharge your batteries and plan your exciting Long Island adventures.

Top guest favorite
Home in West Side
4.99 out of 5 average rating, 191 reviews

STAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING

Welcome, to newly renovaded small studio for one guest with private entrance, bathroom, small kitchen with microwave, coffee maker and refrigerator. Off the street parking, you have your spot reserved during your stay. One mile from I-95, walk to shopping and restaurants, five minutes drive to Stamford downtown.

Popular amenities for Oyster Bay vacation rentals

Quick stats about vacation rentals in Oyster Bay

  • Total vacation rentals

    Explore 10 vacation rentals in Oyster Bay

  • Nightly prices starting at

    Oyster Bay vacation rentals start at G$12,544 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,730 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Oyster Bay vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Oyster Bay rentals

  • 4.7 Average rating

    Oyster Bay stays receive an average rating of 4.7 out of 5 from guests

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